Benjamin Bosworth House // 1800

One of the most unique houses in Connecticut is this massive Federal style residence located in the small town of Eastford. Built next to the Congregational Church of Eastford (1829-2023), which burned down in 2023 by arson, the massive house has been known as both the Benjamin Bosworth House and Squire Bosworth’s Castle due to its first owner, Benjamin Bosworth (1762-1850). According to the Bosworth Family, the house was built in 1800 by Bosworth was a wealthy merchant, who hired Vini Goodell, a local carpenter to design and build the large Federal home. The house was completed by 1801 when the local Masonic group met in the building. As Bosworth was also a merchant, he used the basement as a storeroom. The house is also unusual for its monitor roof, a rarity in Federal period construction, which reads like a second structure on the house, due to the building’s size. After Bosworth’s death, the house was occupied by his niece, and was later purchased by Elisha Grant Trowbridge in 1897. Trowbridge was a grand-nephew of General Nathaniel Lyon (1818-1861), a local hero who was the first Union general killed during the Civil War. Trowbridge, an engineer, lived here until he died in 1963 at the age of 96. Later owners have had the monumental task of restoring and maintaining this behemoth of a house, to great success.

Abner Richmond House // c.1803

This high-style Federal house sits across from the former Westford Baptist Church in Ashford, Connecticut. The house was built around 1803 for Abner Richmond (1761-1834) and his wife Eunice, who purchased 92-acres of land here one year earlier. Abner descended from John Richmond (1594-1664), one of the original white settlers of Taunton, Massachusetts in 1637. About ten years after he built his farmhouse, the town of Ashford paid the Richmond’s money for hardship caused by laying out a road right in front of the homestead. This 1812 occurrence possibly allowed the couple to invest further into the property, where they converted some of the rooms into a tavern, which was later accessible by the new Boston and Hartford Turnpike. The turnpike began in East Hartford and made its way through Ashford before winding its way to Boston. The house was documented as having 19th century stenciling on the walls, which survived underneath wallpaper (go figure). The new owners have clearly given the Richmond House some love and care, down to the perfect paint color.

High Ridge Manor // 1893

Edward Payson Dutton (1831–1923) was a prominent American book publisher who founded the E. P. Dutton bookselling company in 1852 in Boston, Massachusetts. The business sold fiction and non-fiction, and within a short time expanded into the selling of children’s literature. In 1864, he opened a branch office to sell books in New York City and in 1869 moved his company’s headquarters there and entered the book publishing business. The company did very well, allowing Edward and his wife, Julia the means to build this large summer “cottage” in Ridgefield, Connecticut to escape the rustle and bustle of New York City. The couple purchased the lot in 1893 and appear to have built it soon after. High Ridge Manor is a stunning example of the Queen Anne and Shingle styles of architecture with its asymmetrical plan, continuous shingle siding with rubblestone foundation and chimney, gambrel roof, and towers.

Bailey Homestead // c.1815

Located on a hill overlooking the Head Tide Village of Alna, Maine, this stately brick farmhouse has sat for roughly 200 years. According to old maps of the area, the property was occupied by the Bailey Family as far back as the land was surveyed in 1813. The property was owned by Ezra Bailey, who possibly built the house soon after as the village began to develop. By 1857, the property and its house were owned by I. H. Bailey, seemingly Ezra’s son, Isaac, who married his first cousin, Laura Palmer. The couple resided in the old homestead until they sold it in 1866, moving to Boston. The brick, Federal style house has a four bay facade with the entry door surrounded by a recessed arched relief. Above the door is a blind fan with sidelights.

John Banister House // 1751

This deep, gambrel-roofed house is among my favorites in Newport. The house was built in 1751 for John Banister (1707-1767), a Boston-born merchant who moved to Newport in 1736, marrying Hermoine Pelham (1718-1765), a granddaughter of Gov. Benedict Arnold, that next year. Banister quickly established himself as a leading Newport merchant, trading with England, the West Indies, engaging in privateering and the slave trade. In 1752, he held one of the last public slave auctions in Rhode Island at his store, describing them in advertisements as “the finest cargo of slaves ever brought into New England”. The couple also built a country estate in Middletown, Rhode Island. John and Hermione had two sons, John and Thomas, who grew up in this home. John inherited the house after his father’s death in 1767, but the two brothers would soon find themselves on opposite sides of the battle for independence. Thomas was a loyalist, and even enlisted in the British army during the occupation of Newport, while John supported American independence. In retaliation for his patriot views, the occupying British forces seized this house, along with John’s farm in nearby Middletown. The house became the headquarters of General Richard Prescott during the occupation, although John later reclaimed his property following the British evacuation of Newport in 1779. The house has a later Federal entry, but otherwise is one of the best-preserved Colonial homes in Newport. It is a single-family home.

Amos Chase House and Mill // 1836

The Amos Chase House and Mill are located in Weare, New Hampshire, on the banks of the Piscataquog River. The house is oriented facing the road, while the mill is behind it, on the bank of the river. The mill is the only surviving 19th-century mill building in Weare. The house was built about 1836 by Amos Chase, as was a mill. That mill burned in 1844; the present mill was built by Chase as a replacement a few years later. This mill was the only one in the town to survive the New England Hurricane of 1938, although its waterwheel was washed away. Amos Chase was a tool manufacturer and one of several members of a locally prominent family operating small mills in the town. His son later used the mill in the manufacture of baskets. The large Greek Revival style home has all the hallmarks of the style, from the pediment facing the street, to the pilasters at the entrance and corners.

Bailey Farmhouse // c.1767

One of the oldest homes in Weare, New Hampshire is this large, Georgian farmhouse apparently constructed around 1767 by Samuel Bailey. Samuel’s father, Ebenezer Bailey, had purchased a property called “Lot 54, Range 1” in Weare, New Hampshire, which he then divided among his sons, Daniel, Samuel and Ebenezer Jr. for their own settlement in about 1767. Samuel received this lot in South Weare, upon which, the twenty-two-year-old and his wife established a farm and a family of at least eight children. Samuel died in 1824 and the farm was inherited by his son, Amos Wood Bailey, who continued operations here. Today, the large five-bay Georgian farmhouse is connected to a massive barn. It is a really spectacular property.

Whelen Cottage // c.1891

For the last cottage on Grindstone Neck, I present the stunning Whelen Cottage. Charles S. Whelen (1850-1910), a banker and philanthropist who served as one of the directors of the Gouldsboro Land Improvement Company and as one of several of its stock agents in Philadelphia, purchased a house lot for him and his wife Migonette Violett. The couple did not hire Lindley Johnson, like so many other cottage-holders did, but they worked with esteemed architect Wilson Eyre to design the home. The Whelens were typical of the type of person who chose to summer on Grindstone. While comfortably well off, they were not in a financial position to commission the sort of cottages built on an ever increasing scale in Bar Harbor. The property left the Whelen’s ownership in 1897, and the house was altered and enlarged in 1900. The large porte cochere, porch, and additional rooms added at this time by William Winthrop Kent, an alumni of H. H. Richardson’s office.

Charles and Asenath Burke Mansion // 1889

One of the finest homes in Nashua, New Hampshire is this stately brick and brownstone mansion at the corner of Main and Prospect streets. It was built for Charles Horace Burke (1850-1912) and his wife, Asenath Burke (1856-1943) in 1889 as one of the most up-to-date residences in the city. As a young man, Charles was known as “the busiest businessmen” in Nashua. He would become the president of the Nashua Iron and Brass foundry as well as the director of the Second National Bank. In 1878, he was the city’s tax collector and he served as Mayor from 1889 to 1890, soon after he had this estate built. As mayor, Mr. Burke was responsible for the building of the Soldiers and Sailors Monument in Abbot Square and the Court Street Police Station. As Mayor, Burke also improved the sewage system, streets, sidewalks, and highways of Nashua. He hired architect Charles J. Bateman to furnish the plans for the house, which would take over a year-and-a-half to build. Bateman would later be named City Architect for the City of Boston, designing schools, firehouses, and more during his time there in 1893-4 and 1898. The house is a high-style Queen Anne Victorian home of brick with brownstone trim. There is an intact former carriage house at the rear. The house was inherited by Charles and Asenath‘s only child, a daughter, Tena, in 1914. She sold it two years later to Dr. Augustus W. Shea and his wife, Lucy. When Lucy passed away in 1948, her daughter sold the property to the Nashua Medical Center. It has seemingly been used as offices ever since. The large corner lot and adjacency to a large medical center across the street have me worried that this property may be threatened in the future for redevelopment, here’s to hoping Nashua can preserve this significant and architecturally grand estate! Thank you to the Nashua Historical Society for assistance researching this post!

Hoar House // 1891

This house in West Acton is the last in this batch of Queen Anne style Victorian houses I’ll feature in the village. The dwelling was built in 1891 for a 31-year-old John Sherman Hoar, Jr. (1860-1954) and his new wife Minnie R. Hart. John was a master carpenter and built many of the Queen Anne style homes on Windsor Street and later Colonial Revival and Craftsman homes in the 1890s and 1900s himself. This was his own property which once included a workshop where he cut and manufactured many homes on the street. Today, the Hoar House has a cheery pink color scheme (which while not historically appropriate) brought a smile to my face when strolling by!